Oyster Bay Naples

In This Community
28 homes for sale
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Oyster Bay is a luxury waterfront community of single family homes, condos, and townhomes in Naples, Florida, with a range of options priced between $399,000 and $12,995,000. There are currently a total of 28 homes for sale in Oyster Bay. The smallest Oyster Bay home presently available is a three bedroom two bathroom residence that is 886 square feet, and the largest of the Oyster Bay homes currently on the market has five beds and six baths and is a 7,793 square foot (5,619SF Under Air) residence.

Pets are allowed in Oyster Bay. There is a limit of how many pets you may have.

There are two commercial airports that serve Oyster Bay - Southwest Florida International Airport (RSW), which is twenty eight miles away, and Page Field (FMY), which is 32 miles away.

Oyster Bay real estate activity on the Naples MLS during the past year (as of September 2025) reflects thirteen homes changing hands, with an average asking price of $2,084,307 and an average selling price of $1,870,731. This represents a list-to-sell price ratio of 90% and $739 per square foot. During this period, Oyster Bay homes for sale have taken an average of a long 258 or more days to sell.

In addition, there are numerous other communities in Naples to choose from, or you may browse all available Naples Real Estate, including some new construction opportunities. Homes for sale in Oyster Bay are selling quickly. Set up a new listing alert, and we will notify you immediately when a new waterfront home in Oyster Bay hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Gulf Coast real estate needs.

Oyster Bay Homes For Sale

1340 Jewel Box Ave, Naples
Under Contract
$12.995 Million

MLS#225055013

1340 Jewel Box Ave
Naples, FL 34102

4

6

3

7,793 SqFt

Pool

Bay Access

0.46 Acres

97 Days

1380 Pelican Ave, Naples
$7.499 Million

MLS#225041921

1380 Pelican Ave
Naples, FL 34102

5

6

3

7,352 SqFt

Pool

Water Front

0.26 Acres

143 Days

New Construction

1435 Osprey Ave, Naples
$6.9 Million

MLS#225064127

1435 Osprey Ave
Naples, FL 34102

4

4

3

5,659 SqFt

Pool

Bay Access

0.26 Acres

51 Days

1521 Pelican Ave, Naples
Under Contract
$4,699,000
$4,899,000

MLS#225058579

1521 Pelican Ave
Naples, FL 34102

5

5

2

4,971 SqFt

Pool

Water Front

0.26 Acres

235 Days

1501 Chesapeake Ave, Naples
$3.95 Million

MLS#225001507

1501 Chesapeake Ave
Naples, FL 34102

6

8

6,767 Sq Ft

Pool

Water Front

0.29 Acres

252 Days

1311 Chesapeake Ave #4a, NAPLES
$2,480,000

MLS#MFRO6282610

1311 Chesapeake Ave #4a
Naples, FL 34102

3

3

2

2,104 SqFt

Water Front

208 Days

1600 Curlew Ave, Naples
$1,985,000

MLS#225066305

1600 Curlew Ave
Naples, FL 34102

3

2

1

1,924 SqFt

Pool

Water Front

0.26 Acres

36 Days

1603 Curlew Ave 1603, Naples
$1,750,000

MLS#225041584

1603 Curlew Ave 1603
Naples, FL 34102

3

4

2

Water Front

140 Days

1323 Chesapeake Ave 1b, Naples
$1.595 Million

MLS#225070041

1323 Chesapeake Ave 1b
Naples, FL 34102

2

2

1,600 Sq Ft

Bay Access

1078 Days

1140 Little Neck Ct D37, Naples
$949,000

MLS#225068778

1140 Little Neck Ct D37
Naples, FL 34102

2

2

1,325 Sq Ft

Bay Access

18 Days

1485 Chesapeake Ave, Naples
$760,000

MLS#225045545

1485 Chesapeake Ave
Naples, FL 34102

2

2

2,017 Sq Ft

Water Front

131 Days

1400 Blue Point Ave 207, Naples
$750,000

MLS#225015372

1400 Blue Point Ave 207
Naples, FL 34102

2

3

1,960 Sq Ft

Bay Access

218 Days

You may also be interested in Oyster Bay in Vero Beach.
Recent home sales in Oyster Bay
Other Oyster Bay listings
Condos Townhouses Rentals

What schools are Oyster Bay homes zoned for?

Where you live in Naples determines which public schools your children may attend, which directly influences home values. Homes in Oyster Bay are zoned for the following Collier County school districts, making school zone boundaries a key factor in property desirability and market demand.

Elementary

Lake Park Elementary School

Middle

Gulfview Middle School

High School

Naples High School

Naples Communities

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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